Research by Bryn Mawr chemistry students Sarah Burke, Ph.D. student and principal author, Sharan Mehta ’12, Roselyn Appenteng ’13, Terry Huh (Hfd ’14), and Professor Bill Malachowski (principal investigator) took home the top prize in a poster contest at the 2013 American Chemical Society-Young Chemists Committee Poster Session held at Drexel University last month.
Burke, Appenteng, and Huh made the presentation at the event.
About the research:
Enantioselective Conjugate Additions Through an Intramolecular Friedel-Crafts Alkylation to a Hindered Cyclohexenone System
This study subjected the 4,4-disubstituted-2-carboxamide-2-cyclohexenone products of the Birch-Cope sequence to carbon nucleophile conjugate additions to enantioselectively generate vicinal quaternary-tertiary stereocenters. Steric congestion around the enone limited intermolecular conjugate additions, therefore intramolecular Friedel-Crafts (FC) alkylations were explored. To date, successful conjugate additions have formed 6-6-6 and 6-5-6 tricyclic ring systems. The core structures of multiple tetracyclic diterpenes have also been achieved through chiral auxiliary removal on the FC-products followed by cycloalkenylation to form the bicyclo[3.2.1]octane core.
Yichun Fu ’13 and Anna Kalinsky ’14 from Professor Sharon Burgmayer’s research group also won for their poster in the UG competition.
Bryn Mawr’s Chemistry Department combines high quality, visible research programs with excellent teaching. The chemistry department seeks to provide a supportive and rigorous curriculum at the undergraduate and graduate level to students having diverse preparation and diverse goals. The chemistry major includes introductory and advanced courses in the core areas of biological, inorganic, organic and physical chemistry. Advanced courses are informed by the research areas of bioinorganic, nanomaterials, medicinal, computational, organic materials, and nucleic acid and protein chemistry. For more information, visit the Chemistry Department website.